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  2. Delocalized electron - Wikipedia

    en.wikipedia.org/wiki/Delocalized_electron

    In the simple aromatic ring of benzene, the delocalization of six π electrons over the C 6 ring is often graphically indicated by a circle. The fact that the six C-C bonds are equidistant is one indication that the electrons are delocalized; if the structure were to have isolated double bonds alternating with discrete single bonds, the bond would likewise have alternating longer and shorter ...

  3. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.

  4. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Benzene, the most widely recognized aromatic compound with six delocalized π-electrons (4n + 2, for n = 1). In organic chemistry, Hückel's rule predicts that a planar ring molecule will have aromatic properties if it has 4n + 2 π-electrons, where n is a non-negative integer.

  5. Hückel method - Wikipedia

    en.wikipedia.org/wiki/Hückel_method

    The theory predicts the molecular orbitals for π-electrons in π-delocalized molecules, such as ethylene, benzene, butadiene, and pyridine. [ 1 ] [ 2 ] [ 3 ] It provides the theoretical basis for Hückel's rule that cyclic, planar molecules or ions with 4 n + 2 {\displaystyle 4n+2} π-electrons are aromatic .

  6. Aromatic compound - Wikipedia

    en.wikipedia.org/wiki/Aromatic_compound

    Line bond structure of benzene [5] Electron flow through p orbitals showing the aromatic nature of benzene [5] Benzene, C 6 H 6, is the least complex aromatic hydrocarbon, and it was the first one defined as such. [6] Its bonding nature was first recognized independently by Joseph Loschmidt and August Kekulé in the 19th century. [6] Each ...

  7. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    Benzene and cyclohexane have a similar structure, only the ring of delocalized electrons and the loss of one hydrogen per carbon distinguishes it from cyclohexane. The molecule is planar. [ 58 ] The molecular orbital description involves the formation of three delocalized π orbitals spanning all six carbon atoms, while the valence bond ...

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  9. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected by the stabilization of conjugation alone.